Pet-friendly vacation rentals in Shelby County

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Shelby County

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Superhost

Home in Shelbyville

5 out of 5 average rating, 35 reviews

Bourbon Trail*Hot Tub*Sauna*Mini Golf*WiFi*EVSE

Welcome to The BarrelWoods, the perfect retreat in the heart of the Bourbon Trail. This newly built home blends modern luxury with rustic charm, featuring designer touches throughout.Relax by the outdoor firepit, soak in the hot tub, or rejuvenate in the barrel sauna.Enjoy mini golf, archery, disc golf, and a game room with air hockey, shuffleboard, and more.Ideally located near iconic distilleries, fine dining, and scenic parks, The BarrelWoods is the ultimate base for an unforgettable getaway.

Superhost

An inviting historic home with a vibrant blue exterior is showcased against a clear sky. The front door, adorned with multiple panes of glass, complements the white trim and large windows. Lush greenery surrounds the entrance, enhancing the charm of this property.

Home in Shelbyville

5 out of 5 average rating, 38 reviews

Historic Downtown~Heart of Bourbon Trail

The Washington Belle is an historic home, freshly renovated with all the modern conveniences, centrally located in Shelbyville, Kentucky. She's the perfect base from which to explore the distilleries of the Bourbon Trail, with easy access to Louisville and Lexington. There are multiple restaurants, cafes, bourbon bars and antique stores in easy walking distance. Boasting two large living areas, three large bedrooms (including a master with ensuite), 2.5 baths, and private off street parking

Superhost

The exterior of a single-story brick house is shown under a clear blue sky. A driveway leads to a two-car garage, and a landscaped front yard features green grass and shrubs. A large window above the entrance highlights the architectural design.

Home in Shelbyville

5 out of 5 average rating, 23 reviews

Bourbon Trail*4BR*Dog Friendly*6beds (3king)*Patio

A great centrally located 4 BR 2.5 Bath (6 beds) dog-friendly house near downtown Shelbyville! Located in a cul-de-sac on a quiet street in a family friendly neighborhood 6 miles from Bulleit Bourbon, 3 miles to Jeptha Creed Distillery, and 1 mile from the Shelbyville Horse Show. Fully updated & stocked, coffee pot (K-cups or ground), washer/dryer, & 5 smart TVs. This rental has everything you need and proximity to Churchill Downs, multiple Bourbon Trail distilleries, Louisville, and Frankfort!

Superhost

The farmhouse is set against a vibrant sunset, illuminating the sky with shades of orange and pink. The white two-story structure features a welcoming porch, surrounded by lush green grass and a rural landscape.

Farm stay in Simpsonville

4.87 out of 5 average rating, 76 reviews

Farm House - near Bourbon Trail & Pet Friendly

Late 1800's farm house on a 155 acre working family farm located in the heart of the Bourbon Trail. It is a unique experience to stay on our farm where we raise non-GMO corn that goes into producing bourbons here in Kentucky. The farm is rural and private, but convenient to Louisville, distilleries and many other local attractions. We are located only 10 minutes from the Gene Snyder Freeway in Louisville and 10 minutes from the Outlet Shops of the Bluegrass and 15 minutes from Shelbyville.

Superhost

A spacious front porch features two rocking chairs, one in green and the other in brown, positioned beside white wooden railings. Natural light filters in through several windows, highlighting the inviting setting that overlooks the serene countryside.

Chalet in Lawrenceburg

4.96 out of 5 average rating, 211 reviews

Countryside On the Bourbon Trail, 22 Quiet Acres

Welcome to Sea Glass Farm. 1900's restored farmhouse with tons of charm! 22 acres of privacy. Cows may be present in pasture. The heart of The Bourbon Trail, the scenery and wildlife will not disappoint. The location is perfect for a rural getaway or relaxing stop on your Bourbon Trail experience. Minutes from shopping and restaurants; situated between I-64 and The Bluegrass Parkway. This place has been a dream of ours and we look forward to sharing it with you. Hosted by the owners.

Superhost

The exterior of a modern brick house is framed by mature trees with autumn leaves. A well-maintained lawn extends in front of the house, which features multiple large windows allowing natural light to enter. A gravel driveway leads up to the welcoming entrance.

Guest suite in Crestwood

4.95 out of 5 average rating, 86 reviews

Charming suite in Bourbon Country

A great base for bourbon tours, the Derby, Louisville and Central KY attractions. Easy access to I-71, 25 minutes from downtown Louisville. 5 minutes from distillery, brewery, and botanical gardens in scenic Oldham County. A beautiful spot off the beaten path to relax and recharge. Private two bedroom basement suite with natural light, dedicated entrance, and privacy. Shared outside covered deck and yard with mature trees. 1 queen, 2 twin beds, 1 queen air mattress.

Superhost

The spacious living room features large circular windows that provide ample natural light. Two comfortable sofas, one in a warm rust color and another in dark upholstery, are arranged around a decorative coffee table. An elegant area rug enhances the warmth, while indoor plants add a touch of greenery.

Home in Shelbyville

4.95 out of 5 average rating, 63 reviews

Cozy Kentucky Winter, Bourbon Trail, Location!

♡ Meet The Blue Belle: a beautifully restored 1880s cottage ON the Bourbon Trail, nestled on a peaceful block in the heart of Shelbyville. Start your day with a coffee on the back deck, make s'mores by the fire pit, cook dinner in the fully stocked kitchen, & cozy up in the living room for movie night after a long day of exploring & bourbon! A short drive to Louisville, Lexington, & Frankfort and other great areas. Comfortably sleeps 8. Perfect for families & couples!

Superhost

The exterior of the condo is displayed, featuring a brick facade and a welcoming green door under a gabled roof. Two windows flanking the door allow natural light, and a small pathway leads to the entrance, complemented by neatly maintained greenery.

Condo in Shelbyville

4.9 out of 5 average rating, 126 reviews

Work, Family and Friends and Bourbon

2-bedroom, 2 full bathroom condo offers a one level floor plan and a private entrance with parking at your door. Just a few minutes to Bulleit Distillery, you will be located in the center of the Bourbon Trail. Here for work? Grocery, shopping, interstate are within a few minutes. In town for a festival? Let us help you plan with local recommendations and hidden gems! All the essentials are provided and a few extra special touches too.

Superhost

A cozy living room features a stone fireplace with a wooden mantel. Light-colored walls complement the natural wood accents. Dark gray sofas are arranged around a wooden coffee table, while a large window provides natural light, overlooking the serene outdoor landscape.

Home in Lawrenceburg

5 out of 5 average rating, 4 reviews

"Deer Creek Lodge" - Secluded Bourbon Trail Stay

Tucked away in the peaceful woods of Lawrenceburg, KY, this charming retreat offers the perfect blend of seclusion and accessibility. Whether you're here to relax or explore, you'll love coming home to this warm and welcoming cabin after a day in Kentucky’s rolling hills. Surrounded by trees and the gentle sounds of nature, Deer Creek Lodge is quiet, cozy, and nestled in the heart of Bourbon Country.

Superhost

A game room features a well-maintained pool table with a vibrant blue felt surface. Natural light enters through multiple glass doors, highlighting the wood flooring. Wall decor includes an American flag art piece and a framed image of horses, enhancing the room's inviting ambiance.

Home in Shelbyville

4.97 out of 5 average rating, 33 reviews

Bourbon Trail Getaway~Hot Tub, Pets OK, Game Room

✨Welcome to Bourbon Barrel Escape — your perfect launch pad for exploring Kentucky’s legendary Bourbon Trail! Located in charming Shelbyville, our stylish, fully furnished home is minutes from two local distilleries and less than an hour from 30+ more. Whether you’re sipping bourbon, soaking in the hot tub, or playing a game of pool, this retreat has everything you need for a fun and relaxing getaway

Superhost

The exterior features a two-story white house with a red front door, surrounded by greenery. A concrete pathway leads to the entrance, and a spacious driveway complements the landscape. Soft outdoor lighting highlights the home's contemporary design during dusk.

Home in Simpsonville

4.94 out of 5 average rating, 122 reviews

Comfortable sleek home bourbon trail

Whether you are going to the racetrack, visiting the bourbon trail, going to a PGA event, or just enjoying the beauty of Kentucky this is a wonderful place to stay. New construction clean contemporary design, in the heart of the bluegrass. Close to Louisville, but located in the low crime feel good community of Simpsonville.

Superhost

A living room features a deep blue accent wall and a circular coffee table atop a patterned rug. An orange couch is paired with two brown leather armchairs, while a stylish light fixture hangs overhead. A framed artwork is displayed above a traditional fireplace.

Home in Shelbyville

5 out of 5 average rating, 5 reviews

Historic Shelbyville Gem • Hot Tub • Sleeps 10

Enjoy this beautifully renovated 4 bedroom (5 beds) 3 full bathroom home. It is your gateway to the best of Kentucky Bourbon Country. Nestled between Louisville, Lexington, Lawrenceburg, and Frankfort, you'll be minutes from legendary distilleries like Jeptha Creed, Bulleit, Four Roses, Wild Turkey, and Buffalo Trace.